The activation of aziridines typically involves the use of strong Lewis acids or transition metals, and methods relying on weak interactions are rare. Herein, we report that cooperative chalcogen bonding interactions in confined sites can activate sulfonyl-protected aziridines. Among the several possible distinct bonding modes, our experiments and computational studies suggest that an activation mode involving the cooperative Se···O and Se···N interactions is in operation. The catalytic reactions between weakly bonded supramolecular species and nonactivated alkenes are considered as unfavorable approaches. However, here we show that the activation of aziridines by cooperative Se···O and Se···N interactions enables the cycloaddition of weakly bonded aziridine-selenide complex with nonactivated alkenes in a catalytic manner. Thus, weak interactions can indeed enable these transformations and are an alternative to methods relying on strong Lewis acids.

氮丙啶的活化通常涉及使用强路易斯酸或过渡金属，依赖弱相互作用的方法很少见。在这里，我们报告了受限位点中的协同硫属元素键合相互作用可以激活磺酰基保护的氮丙啶。在几种可能的不同键合模式中，我们的实验和计算研究表明，涉及协同 Se···O 和 Se···N 相互作用的激活模式正在运行。弱键合超分子物质与非活化烯烃之间的催化反应被认为是不利的方法。然而，这里我们表明通过协同的Se···O 和Se···N 相互作用对氮丙啶的活化能够以催化方式使弱键合氮丙啶-硒化物配合物与非活化烯烃进行环加成。因此，